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Ask iit jee aieee pet cbse icse state board community Community Discussion Question: why ortho sustited aromatic carboxylic acids are stronger thanpara substited
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Tinkusharma80 (10)

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why ortho sustited aromatic carboxylic acids are stronger thanpara substited
    
kislay (1118)

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well it is explained by ortho effect........
any type of substituient , when attached to ortho position to -COOH , its acid strenght is greater than that of benzoic acid..........
it arises bcoz due to steric factors the coplanarity of -COOH groupt with benzene ring is lost.dat's why resonance is not possible with benzene ring and -COOH group ,as a result ......acid strenght increasese..........
u will understand better by drawing the resonance structures......

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Tinkusharma80 (10)

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thanks for your ans. and best of luck for your board exams
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kislay (1118)

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thanx..........
and best of luck to you tooooooooooooooo....

cheers.

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paddy.dude (1156)

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yup its due to ortho effect...but i have a doubt guys......it isnt in our ncert text...so can it come for the board exam
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karthik2789 (57)

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ya its ortho effect which comes into play!!!!!
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nitigya (262)

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plzz help iam a little confused .........
if effective resonance does not take place in case of ortho substituent then the resonance structure is of carboxalate ion only which anyway is also one the resonance structure whwn otho substituent is not present
and why this is not valid in case if NHis the ortho substituent
 
plzz help only 2 days r left

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iitjee08aspirant (284)

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i guess ortho effect is valid for every grp..
ive been taught so..

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